A historic square with a prominent tower and statues.

Holiday Homes in Pienza

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Check prices for these dates

In two weeks
24 July - 26 July
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Pienza holiday homes

1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is AU$188
includes taxes & fees
13 July - 14 July
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is AU$188
includes taxes & fees
13 July - 14 July
House Sant' Angelo
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is AU$129
includes taxes & fees
16 July - 17 July
Agriturismo San Filippo
Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AU$136
includes taxes & fees
13 July - 14 July
Holiday home with panoramic terrace ideal for families and couples
Exterior

Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is AU$144
includes taxes & fees
20 July - 21 July
Federico's Cantuccio, cozy apartment in the heart of Radicofani
Exterior detail

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is AU$133
includes taxes & fees
13 July - 14 July
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Exterior

Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
The price is AU$139
includes taxes & fees
30 July - 31 July
Le Roghete
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AU$175
includes taxes & fees
14 July - 15 July
Dolce Casa 2 by Tiny Away
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is AU$172
includes taxes & fees
13 July - 14 July
Happy Nest Tuscany Between Florence and Rome
Outdoor dining

Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is AU$187
includes taxes & fees
15 July - 16 July
Peaceful corner with garden between Chianti and Crete, very close to Old Town
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AU$185
includes taxes & fees
14 July - 15 July
Dolce Casa 1 by Tiny Away
Interior

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
The price is AU$268
includes taxes & fees
13 July - 14 July
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is AU$266
includes taxes & fees
13 July - 14 July
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Dining

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$170
includes taxes & fees
14 July - 15 July
Montecchio di Cortona
Pool

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Cortona
2.0 out of 10, (1 review)
"Accoglienza a dir poco pessimaCasa poco pulitaAssenza del proprietario al nostro arrivoDifficoltà nell’individuazione della casaGuasto caldaia con problemi per soggiornoSiamo andati via senza poter restare a dormire "
Italy
Cristina M.
The price is AU$155
includes taxes & fees
19 July - 20 July
Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Property grounds

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is AU$202
includes taxes & fees
16 July - 17 July
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AU$552
includes taxes & fees
13 July - 14 July
Agritourism in val d'orcia
Exterior

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Buonconvento
The price is AU$197
includes taxes & fees
14 July - 15 July
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is AU$330
includes taxes & fees
18 July - 19 July
Romantic farm in the Sienese hills
2 bedrooms, iron/ironing board, Internet, bed sheets

Terme house

Terme house
Bagni San Filippo
The price is AU$248
includes taxes & fees
13 July - 14 July
Terme house
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"There are really no words for how amazing this resort truly is. From the second we walked through the doors, it exceeded five-star service. From the staff, to the room, to the resort amenities, to the restaurants, they don’t miss a single detail. Our stay has been so amazing that we extended our three night stay for four additional nights. The town is pure perfection, and it’s centrally located enough to allow us the opportunity to visit amazing surrounding cities, and then return to the resort. The communication is second to none… they connect instantly with you through WhatsApp, and any needs or requests are handled virtually instantly. I’ve traveled to many cities, and I’ve stayed in countless five-star resorts and hotels, but this resort stands out from the rest!!!!"
Jocelyn 3-night trip
Posted 5 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Holiday Homes information

Number of reviews
22
Accommodation
1070 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$552

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